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T7665

Sigma-Aldrich

Tyrphostin 51

≥98%

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Synonym(s):
2-Amino-1,1,3-tricyano-4-(3′,4′,5′-trihydroxyphenyl)butadiene
Empirical Formula (Hill Notation):
C13H8N4O3
CAS Number:
126433-07-6
Molecular Weight:
268.23
MDL number:
MFCD00133903
UNSPSC Code:
12352200
PubChem Substance ID:
24278756
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

200

Assay

≥98%

form

powder

potency

0.8 μM IC50

solubility

DMSO: soluble 5 mg of Tyrphostin 51 in 0.1 ml of solvent, clear, orange to red

storage temp.

2-8°C

SMILES string

NC(\C(=C\c1cc(O)c(O)c(O)c1)C#N)=C(/C#N)C#N

InChI

1S/C13H8N4O3/c14-4-8(12(17)9(5-15)6-16)1-7-2-10(18)13(20)11(19)3-7/h1-3,18-20H,17H2/b8-1+

InChI key

JKNOYWVMHPMBEL-UNXLUWIOSA-N

Gene Information

human ... CDK2(1017) , EGFR(1956)

Application

Tyrphostin 51 has been used to study the inhibition of rat hepatic leptin 1.

Biochem/physiol Actions

Tyrphostin 51 is a small molecule inhibitor of epidermal growth factor (EGF) receptor kinase function. This molecule associates with the substrate subsite of the protein tyrosine kinase (PTK) domain,.
EGFR tyrosine kinase inhibitor.

Features and Benefits

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Preparation Note

5 mg of Tyrphostin 51 is soluble in 0.1 ml of DMSO and yields a clear, orange to red solution.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Shah M Khan et al.
The Journal of clinical endocrinology and metabolism, 90(1), 469-473 (2004-10-21)
Growth factors may be involved in the control of ovarian cell fate and could contribute to regulation of ovarian cell apoptosis. Our objective is to test the hypothesis that, in human luteinized granulosa cells, epidermal growth factor (EGF) works through
P Yaish et al.
Science (New York, N.Y.), 242(4880), 933-935 (1988-11-11)
A systematic series of low molecular weight protein tyrosine kinase inhibitors were synthesized; they had progressively increasing affinity over a 2500-fold range toward the substrate site of epidermal growth factor (EGF) receptor kinase domain. These compounds inhibited EGF receptor kinase
A Gazit et al.
Journal of medicinal chemistry, 32(10), 2344-2352 (1989-10-01)
A novel class of low molecular weight protein tyrosine kinase inhibitors is described. These compounds constitute a systematic series of molecules with a progressive increase in affinity toward the substrate site of the EGF receptor kinase domain. These competitive inhibitors

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